Chris Pine Darren Barrenman Annette Bening Diane Espilnade Danny DeVito Jack Denisoff DeWanda Wise June Del Rey Jennifer Jason Leigh Susan Kerkovish Stephen Tobolowsky Stephen Toronkowski / Blanche Clancy Brown Theodore Hollandaise John Ortiz Wayne / Dirk Pfumpter Ray Wise William Van Patterson Juliet Mills Mrs. Patterson Hollis W. Chambers Cosmo McCoy Christopher Chen Councilman Jang Laurent Schwaar Pierre The Frenchy Michael Dunn Tom The Waiter Robert Pine The Lizard Will Greenberg Secretary Drew Droege Rose Sam Pancake Sophia Amanda Walsh Darren’s Mom Robert Baker Agent Blasco Evan Shafran Businessman (uncredited)